Could've Been

76. Well--time (and good makeup technique) has been kinder to her than many stars of her generation. ROCK ON! GIRL!

Posted at 9:43AM on Mar 9th 2008 by Gracie Hoobinoo

77. Tiffant loks hot and sexy for her age,woman our looking better after the get older ,I would marry tiffany in a heart-beat
but i can of like red heads and nascar woman a plus, thank you ladies for always llok hot us man love it.. may the spirits watch over all things, (Cherokee nation) coyote

Posted at 9:37AM on Mar 9th 2008 by coyote

78. To be honest with you, Tiffany IS a talented singer. As a matter of fact, I have heard her EXCELLENT cover of Bob Dylan's "Forever Young". She also recorded a great cover of U2's classic, "New Year's Day" with the Canadian electro/industrial-dance rock band, Frontline Assembly, for the U2 tribute album "We Will Follow".
By the way, it was Deborah (Debbie) Gibson who was in Playboy. How do I know this? I have that issue! :-P

Posted at 10:17AM on Mar 9th 2008 by David

79. She was never hot! Looks even worse not!!!!

Posted at 10:41AM on Mar 9th 2008 by nick

80. With all that face paint, She could have been Heath Ledger's stunt double.

Posted at 10:56AM on Mar 9th 2008 by ronevsorg

81. TIFFANY AND DEBBIE GIBSON POSED FOR PLAYBOY, ALONG WITH ANOTHER 8O'S SINGER, BELINDA CARLISLE. ALL WERE IN SEPARATE ISSUES, OF COURSE, BUT THEY ALL POSED AT ONE TIME OR ANOTHER.
TEHY ALL LOOKED GREAT, BUT THE BEST OF THE THREE IS A TOSS-UP BETWEEN BELINDA AND TIFFANY; BOTH DID THEIR SHOOTS AFTER BECOMING MOMMIES, SO THEY CLEARLY HAD THE BETTER BODIES. DEBBIE NEEDS TO DO SOMETHING LIKE THAT SO SHE CAN HAVE THAT "KILLER MOM BODY", AS I CALL IT. CALL ME A PIG, BUT I CAN APPRECIATE A WOMAN MORE AFTER HAVING A CHILD. MOST WOMEN ACTUALLY LOOK BETTER AFTER PREGNANCY. I'M JUST THE TYPE OF GUY WHO PREFERS WOMEN LIKE THAT.

Posted at 12:42PM on Mar 9th 2008 by tom

82. ick look at those gray teeth, yup she's a stoner, i'd still do her though. I wonder if that's a corset underneath there hiding something

Posted at 11:31AM on Mar 9th 2008 by Steve

83. Great music and performer!! Too bad she didn't stay in the music scene very long. Maybe she can make a comeback soon!!!

Posted at 11:36AM on Mar 9th 2008 by George

84. I think she looks great...she had gotten prettier over the years.

Posted at 11:54AM on Mar 9th 2008 by Susan

85. Not bad-looking nowadays, 'cept for the nose-stud thing, it ruins her looks & makes her look immature...I think we're grown up now......

Posted at 12:13PM on Mar 9th 2008 by LD

86. Yeah, she's still hot, but then she had to go and ruin by stickin that crap in the side of her nose.....(facial jewelry just not attractive)

Posted at 12:19PM on Mar 9th 2008 by MetroidFan70

87. Very unfortunate teeth.

Posted at 12:19PM on Mar 9th 2008 by Pam

88. to Number #3.... you'd "hit it"...
that shows in itself your mentality and this lady who still looks great wouldn't let you walk her dog. I really wish someone could convince men who say such things just how it diminishes you.....

Posted at 12:32PM on Mar 9th 2008 by tina

89. Her songs sucked then and still suck nowWhy do you think she sang in shopping malls and grocery stores.Because she sucked.Even in playboy her redsnapper had been in the sun too long.What a looser

Posted at 2:55PM on Mar 14th 2008 by shes alow class shitter

90. what is it with the nose stud??? i can't think of anything that is less sexy!!

Posted at 1:02PM on Mar 9th 2008 by ric